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$1,399,000
6 Beds ⋅ 5 Baths
Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,195,000
4 Beds ⋅ 4 Baths
Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,085,000
4 Beds ⋅ 4 Baths
Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay . Also located in the highly sought after Cambridge South Dorchester School District . Featuring over 470 feet of protected shoreline , a private dock with 4 feet of water depth, and a boat lift , this property is a rare opportunity for true waterfront living . The 3400 square foot , two and a half story home is thoughtfully designed to capture stunning water views from every angle . In side you will find four spacious bedrooms , including a grand primary suite , along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining . offering a large waterfront dining room , a cozy water view den , and an expansive living room with a wood burning fireplace . The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provides the perfect setting to relax and take in the serene views of Church Creek. Upstairs, the luxurious master suite features walk in closets, and the master bathroom showcases a vintage inspired clawfoot tub , a standout feature for those drawn to a modern farmhouse aesthetic , along side a walk in shower. Step out onto your private deck from the master bedroom to enjoy breathtaking sunsets over the water. Two additional bedrooms share a well appointed bathroom , spacious laundry room includes a new washer and dryer . The third floor offers flexible space with two large rooms , ideal for additional bedrooms , a home office , office gym, or media room . Additional features include multiple outbuildings : a two car garage, a kennel with three bays ready for future fencing , and a separate structure perfect for storage of a office. The property spans three lots totaling 3.395 acres of land , accessed by a long privately owned driveway that ensures ultimate privacy . This truly remarkable waterfront retreat where privacy, natural beauty, and expansive water views come together , an opportunity that must be experienced to be fully appreciated

4928 Gregory Rd, Cambridge

Listing courtesy of Stafford-Stafford Real Estate. Contact: 4103107755
$1,350,000
4 Beds ⋅ 4 Baths
Welcome to a rare waterfront retreat on Hudson Creek offering 30± acres of privacy, recreation, and breathtaking natural beauty with easy access to the Chesapeake Bay. With over 1,000± linear feet of shoreline and stunning water views throughout, this exceptional property is perfectly suited for boating, fishing, hunting, or simply relaxing and taking in the peaceful surroundings. The property features an extended private pier complete with boat lift, providing direct and convenient water access for all your waterfront activities. A significant bonus is the DU impoundment ideal for waterfowl habitat. The home offers 4 spacious bedrooms and 3 full baths and 1 half bath, designed to accommodate both comfortable everyday living and entertaining. A massive great room and dining area serve as the centerpiece of the home, highlighted by an open balcony that surrounds the space and creates a dramatic, airy feel. Dual stairways provide access to the upper level, adding both functionality and architectural appeal and water views. The eat-in kitchen includes a center island and stainless steel appliances, ideal for gatherings and casual dining. A bright and inviting sun porch offers the perfect place to enjoy morning coffee or unwind while overlooking the water. Additional features include a laundry/utility area, welcoming front porch, and a rear porch that further captures the serene water views. Outside, you’ll find a storage shed and a detached two-car garage, offering ample space for equipment, vehicles, and recreational gear. Whether you’re seeking a private waterfront residence, a weekend escape, or a recreational haven (boating, kayaking, fishing and hunting), this unique property delivers unmatched space, versatility, and waterfront living.

5704 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$1,035,000
5 Beds ⋅ 5 Baths
MAJOR PRICE IMPROVEMENT of $165K since first listed- HURRY to claim this unmatched waterfront oasis- Set on just shy of 4.5 private acres at the end of a quiet dead-end road, this stunning property boasts over 2,700 square feet, five bedrooms, and an incredible 1,000 feet of water frontage—creating a rare combination of space, privacy, and panoramic views of coveted Little Choptank River. Designed and built by an architect for their own personal retreat, this one-of-a-kind coastal waterfront sanctuary blends thoughtful design with the natural beauty distinct to the Eastern Shore. Enjoy effortless waterfront living with your own private pier featuring 3’ mean low water, a protected lagoon, and endless opportunities for boating, jet ski'ing, crabbing/fishing, kayaking, and exploring nature abound. Surrounded by wildlife and untouched beauty, this is the kind of setting that feels worlds away—yet you’re just minutes from the charm, dining, and shops of downtown Cambridge. And the opportunities don’t stop there!!--NO HOA and strong Airbnb potential make this not only a dream retreat, but a smart investment just in time for summer.

1307 Broadview Dr, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$2,295,000
4 Beds ⋅ 4 Baths
Set on a 2.38 acre peninsula with 1,100 feet of waterfrontage, 1301 Broadview Drive is a thoughtfully crafted waterfront retreat defined by exceptional materials, timeless detail, and water views from every room. The exterior pairs stone and cedar shingles with copper lanterns and bluestone hardscaping for a classic Eastern Shore look, while inside, custom millwork, mahogany accents, brass floor registers, and a refined mix of designer fixtures and finishes create a warm and elevated feel throughout. The main level is designed for both everyday living and effortless entertaining, centered around an open gourmet kitchen with Shaw fireclay sinks, Waterworks fixtures, marble counters and backsplash, a mahogany island, and a fully integrated appliance suite. A beautifully finished butler’s pantry, breakfast area with custom bench seating, and great room with custom built ins and a gas fireplace with marble surround add both style and function. A dining room, library or office with built ins, powder room, mudroom, and laundry room complete the main level, while the covered deck provides the perfect place to take in the sunset. Upstairs, the private spaces are equally inviting, highlighted by a serene primary suite with a large walk-in closet, private deck, and a spacious marble bath with soaking tub and custom shower. Additional bedrooms offer custom closets, designer lighting, and beautifully finished baths, while a gym and rear upper deck add to the home’s comfort and flexibility. Outside, sweeping views stretch across the Chesapeake Bay, Little Choptank River, and Fishing Creek, with a waterside pool (as-Is) , pier with lift, boat ramp, and detached storage garage completing this exceptional property. Modern conveniences including Nest climate control, security cameras, fiber wiring in most rooms, and smartphone-controlled dimmers add ease to a home where craftsmanship, comfort, and waterfront living come together beautifully.

1301 Broadview Dr, Cambridge

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com
$1,250,000
5 Beds ⋅ 4 Baths
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$1,350,000
4 Beds ⋅ 5 Baths
A Private Waterfront Estate Where the World Falls Quiet—and Time Slows to Your Pace... There are homes that offer space. And there are homes that offer escape. At 5419 Ragged Point Road, you leave more than traffic behind—you leave noise, urgency, and compromise. Just a comfortable drive from Washington, D.C., Baltimore, and Ocean City, this contemporary waterfront estate gives you something rare: true privacy without isolation. Set on nearly 12 acres, with an extraordinary 1,500 feet of frontage along the quiet waters of Brooks Creek, this is not simply a home. It is a front-row seat to nature—uninterrupted, unhurried, and entirely your own. Inside, the house speaks in the language of craftsmanship. Four bedrooms. Two full and three half baths. Built in 2007 with a discipline you can feel in every line and finish. And unlike most properties of this caliber, it is offered fully furnished—each piece chosen to complement the home, not merely fill it. The kitchen is not designed to impress—it simply does. Precision appliances from Wolf, Sub-Zero, and Bosch. Everything exactly where it should be, whether you are preparing a quiet dinner for two or hosting a weekend that stretches late into the evening. The primary suite offers a different kind of luxury—the kind that restores you. A deep soaking tub. A separate shower. Silence when you want it. Space when you need it. But it is outside where this property earns its distinction. Step onto one of several balconies or decks, and the view does the work for you. Water in every direction. Light changes by the hour. Mornings that begin with stillness and sunrise and end with beauty that seem almost staged. A private pier extends your living space into the creek, complete with water, electric, and a 12,000 lb boat lift. For boaters, it is effortless. For fishermen, irresistible. For hunters, the presence of a duck blind and abundant wildlife turns the land itself into an asset few properties can claim. And yet, for all its features, the real value of this home is harder to measure. It is the moment you realize you have nowhere else to be. The quiet conversation lasts longer because it can. The feeling—rare, and increasingly valuable—that you have found a place that gives more than it takes. If you’ve been waiting for a property that offers not just waterfront, but a way of living that feels deliberate, private, and complete—this is it. Come see it for yourself. You’ll know very quickly whether it’s simply a beautiful home… or the one you’ve been looking for.

5419 Ragged Point Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$1,995,000
7 Beds ⋅ 7 Baths
Nestled on the private four-acre waterfront enclave of Three Creeks Point, this extraordinary estate offers breathtaking sunrises and sunsets over Fishing Creek with sweeping southerly views of Church Creek spanning more than 180 degrees. The primary residence features 5 bedrooms, 4.5 baths, and over 5,400 square feet of thoughtfully designed living space, complemented by an expansive maintenance-free wraparound deck providing panoramic water views from nearly every angle. Enhancing the main residence is a separate 2-bedroom, 1.5-bath guest home featuring a Primary Bedroom on the 1st floor with full bath and additional bedroom in the loft with adjoining half bath. The guest home is complete with a full kitchen, laundry, private deck, and tranquil water vistas — ideal for hosting guests or multi-generational living. Just minutes from the open Chesapeake Bay, this property boasts approximately 6 feet mean low water (MLW) along the protected waters of Fishing Creek, creating exceptional opportunities for boating, fishing, crabbing, paddleboarding, and kayaking along the quiet creeks of the Little Choptank River. The L-shaped pier is fully equipped with an electric boat lift, jet ski lift, and multiple slips, offering ease of waterfront access. Recent extensive exterior improvements and renovations have enhanced both the low-maintenance appeal of the property and maximized the stunning waterfront views. Inside, the home showcases a spacious open layout perfect for everyday living and entertaining. The Great Room is filled with natural light and opens seamlessly to the wraparound deck, creating a remarkable indoor-outdoor flow. The Brand-New 2025 Kitchen is the heart of the home, completely remodeled with high-end finishes and designed to serve both the casual homeowner and the enthusiastic entertainer alike. New hardwood flooring throughout the first floor elevates the living spaces while maintaining warmth and coastal elegance. Formal living and dining areas provide refined entertaining space anchored by a stunning stone fireplace, while the sunroom, spanning the width of the home, delivers captivating eastern, western, and southern water views that shift beautifully throughout the day. The main level includes two bedrooms and a full bath tucked into a private alcove, offering comfortable guest accommodations or flexible living options. The upper level hosts the impressive primary suite, complete with vaulted ceiling, fireplace, private waterside balcony, spa-inspired ceramic tile bath with walk-in shower, and spacious walk-in closet. Two additional bedrooms and a full bath are also located on the second floor. An oversized office with vaulted ceiling and its own balcony provides an inspiring remote workspace overlooking the water. The guest house is equally inviting, featuring a first-floor bedroom and bath, full kitchen, stacked washer and dryer, and a second-floor bedroom with loft area — perfect for extended stays. A detached four-car garage offers ample storage for vehicles, water toys, and workshop needs. With its unrivaled waterfront views, deep water access, private setting, generous living spaces, updated interior features, guest accommodations, and extensive dock amenities, this exceptional property represents the pinnacle of luxury Eastern Shore living.

5202 Heron Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,495,000
3 Beds ⋅ 2 Baths
Rare opportunity in Dorchester County to purchase 108 +/- acres on Pig Neck Road just outside of Cambridge. Estimated 93 +/- acres tillable with 11.9 acres +/- acres woodland. Gorgeous old home in need or major repair or tear down. Value is in the land only. Numerous outbuildings, 20 x20 garage is newer and in good shape. Please enter home at your own risk and call local health department and planning and zoning for potential uses of property. There is a cemetery on the property near the home that can't be disturbed.

2238 Pig Neck Rd, Cambridge

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$1,200,000
7 Beds ⋅ 5 Baths
Escape to this rare waterfront retreat on Brooks Creek in Cambridge, offering Two Thousand ft of water frontage with sandy beaches, Private pier and Pond. The property features a Four Bedroom, Two and One half Bath Colonial-style main home plus a Three Bedroom, Two Bath guest house with great potential. Enjoy a large barn, pond, and multiple outbuildings, ideal for hobbies, storage, or fishing. With serene views, abundant space, and endless opportunities, this property blends waterfront living with country charm.

5304 Cassons Neck Rd, Cambridge

Listing courtesy of Monument Sotheby's International Realty. Contact: (410) 525-5435
$1,350,000
Versatile multi-unit investment in a well-situated location, featuring five fully leased units, including a residential space on Aireys Road. All tenants are long-term and well-established, providing consistent income and minimal turnover for a truly hands-off ownership experience. Included in the offering is an additional residential parcel, also tenant-occupied, adding further stability and income to the investment. The property offers convenient access to major routes, connecting the area to surrounding Eastern Shore communities and beyond, while maintaining a quiet, stable setting that appeals to tenants. With a proven rental history and strong occupancy, this is a dependable addition to any portfolio, blending stability, location, and long-term potential.

3109 Ocean Gtwy, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$1,300,000
Rare owner/operator or investor opportunity to acquire a fully operational and long-standing auto repair business with real estate, ideally located on high-traffic US Route 50 — boasting an estimated 36,000 vehicles per day. This high-exposure site is home to “Hubcaps,” a trusted name in auto repair for over 50 years. Strategically located along a major corridor with excellent visibility and access Well-maintained facility with 3 service bays, secure lot, and paved parking Recent HVAC system and new well, public sewer – key mechanicals in place Alarm system installed for added security Ample parking and turnaround space for customers and fleet clients. Established, reputable operation with loyal repeat clientele. Fleet contracts in place providing stable, recurring revenue Sale includes all equipment, and inventory needed to continue operations

2913 Ocean Gtwy, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$9,300,000
SALE OR LEASE! Single-tenant NNN industrial investment property in Cambridge, MD constructed in 2022. The building was fit-out specifically for food grade. Current tenant is two years into their term. The current rent is $644,700 plus NNN with 3% annual increases. The building is 70,000 sq.ft. on 4.39 acres with a shared common entrance and common area parking in addition to the private parking. The tenant is Bay Valley Foods - a division of Tree House Foods - the #1 pickle & pepper supplier in the US will not be renewing their lease. The property is now available for lease or sale as an investment or vacant for an user. The Landlord and Tenant maintain a positive working relationship, allowing flexibility for a sublease through January 2028 or a long term term arrangement. With over 2 years remaining on the existing lease, there is flexibility with the options for this property. 27' clear height throughout the warehouse offering excellent flexiblity for racking,stacking or high-bay operations. Top tier electrical infrastructure to support high-power manufacturing operations. Food-grade ready - super clean, immaculate condition and professionally maintained. Industrial satefy features include yellow guard rails around the interior perimeter. 4 electric forklift docking/charging stations. Efficient, modern LED lighting throughout designed for bright, high visibility operations. 3 Drive-in doors 14 x 12 and 5 docks 9 x 8. Professional 2,500 sq.ft. office with kitchen, conference room, private offices and separate office in the warehouse with lounge and restroom for drivers. Asking lease rate is $9.75 per sq.ft. NNN

810 Chesapeake Dr, Cambridge

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440